HCID 86682371, compound → HCID 66652883, compound

HRID 2283657Notes

Reaction equation

HRID 2283657 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([CH3:8])=[C:4]([C:9]2[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:11][C:10]=2[O:19][CH3:20])[CH:3]=1>CO>[CH3:20][O:19][C:10]1[CH:11]=[CH:12][C:13]([C:15]([F:16])([F:17])[F:18])=[CH:14][C:9]=1[C:4]1[CH:3]=[CH:2][N:7]=[N:6][C:5]=1[CH3:8]

Participants

3

Reactant 1

HCID 86682371HCID 86682371, compound

Product 1

HCID 66652883HCID 66652883, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-Chloro-4-[2-methoxy-5-(trifluoromethyl)phenyl]-3-methylpyridazine (Preparation 42, 800 mg, 2.6 mmol) was dissolved in methanol (32 mL), the solution was degassed with argon for 15 minutes then palladium on charcoal (160 mg) was added and placed under a balloon of hydrogen gas for 4 hours. The reaction mixture was filtered through diatomaceous earth, washed with methanol (20 mL) and the combined filtrate concentrated in vacuo to afford the title compound as a solid (700 mg).

Workup

  1. customthe solution was degassed with argon for 15 minutes
  2. additionpalladium on charcoal (160 mg) was added
  3. filtrationThe reaction mixture was filtered through diatomaceous earth
  4. washwashed with methanol (20 mL)
  5. concentrationthe combined filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-81511b66d5f848f2bc02a271969222e4
Source dataset
uspto-grants-2015_09
Patent number
US09145407B2

Reaction notes

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